- Synthesis and absolute configuration of MQ-A3 [1-(14′-methylhexadecanoyl) pyrrolidine], a novel aliphatic pyrrolidine amide from the tropical convolvulaceous species
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A novel pyrrolidine amide (MQ-A3) isolated from the tropical convolvulaceous species was synthesized in 5 steps by starting from commercially available 12-bromododecanol and (S)-2-methylbulylbromide. The absolute configuration of the natural product was confirmed by a comparison of the specific rotation values.
- Yajima, Arata,Yabuta, Goro
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- Synthesis of (S)-(+)-enantiomers of food-relevant (n-5)-monoenoic and saturated anteiso-fatty acids by a Wittig reaction
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We developed an enantioselective synthesis for the food-relevant anteiso-fatty acids a15:0, a16:0, and a17:0. Different (carboxyalkyl)triphenylphosphonium bromide salts were coupled with (S)-3-methylpentanal in a Wittig reaction. Mixtures of the obtained cis-/trans-isomers were separated by Ag+-HPLC to give the novel cis-isomers of (S)-(+)-a15:1n-5, (S)-(+)-a16:1n-5, and (S)-(+)-a17:1n-5. Hydrogenation of the monoenoic products led to (S)-(+)-a15:0, (S)-(+)-a16:0, and (S)-(+)-a17:0, which are essential for the assessment of the bioactivity of tests with standards of anteiso-fatty acids.
- Thurnhofer, Saskia,Vetter, Walter
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p. 1140 - 1145
(2007/10/03)
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- Chiral discrimination of branched-chain fatty acids by reversed-phase HPLC after labeling with a chiral fluorescent conversion reagent
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Anteiso fatty acids having 16 to 29 carbon atoms were labeled with the chiral fluorescent conversion reagents, (1R,2R)- and (1S,2S)-2-(2,3- anthracenedicarboximido)-cyclohexanol. The diastereomeric esters of anteiso acids having up to 20 carbon atoms were
- Akasaka, Kazuaki,Ohrui, Hiroshi
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p. 153 - 158
(2007/10/03)
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- Determination of the absolute configurations of the anteiso acid moieties of glycoglycerolipid S365A isolated from Corynebacterium aquaticum
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The absolute configurations of the two acid moieties, 12- methyltetradecanoate and 14-methylhexadecanoate, of glycoglycerolipid S365A isolated from Corynebacterium aquaticum were determined by an HPLC analysis after their conversion with the chiral fluore
- Akasaka, Kazuaki,Shichijyukari, Seiya,Meguro, Hiroshi,Ohrui, Hiroshi
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p. 1719 - 1722
(2007/10/03)
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